EP0257457A3 - Optically active 2-methyl 1,3-propanediol derivatives, liquid crystal compositions comprising them and optical switching element - Google Patents

Optically active 2-methyl 1,3-propanediol derivatives, liquid crystal compositions comprising them and optical switching element Download PDF

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Publication number
EP0257457A3
EP0257457A3 EP87111688A EP87111688A EP0257457A3 EP 0257457 A3 EP0257457 A3 EP 0257457A3 EP 87111688 A EP87111688 A EP 87111688A EP 87111688 A EP87111688 A EP 87111688A EP 0257457 A3 EP0257457 A3 EP 0257457A3
Authority
EP
European Patent Office
Prior art keywords
methyl
liquid crystal
switching element
optically active
optical switching
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP87111688A
Other versions
EP0257457A2 (en
EP0257457B1 (en
Inventor
Shinichi Saito
Kouji Ohno
Takashi Inukai
Hiromichi Inoue
Kazutoshi Miyazawa
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
JNC Corp
Original Assignee
Chisso Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Chisso Corp filed Critical Chisso Corp
Publication of EP0257457A2 publication Critical patent/EP0257457A2/en
Publication of EP0257457A3 publication Critical patent/EP0257457A3/en
Application granted granted Critical
Publication of EP0257457B1 publication Critical patent/EP0257457B1/en
Expired legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
    • C07D213/30—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
    • C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
    • C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D237/14—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/26—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/32—One oxygen, sulfur or nitrogen atom
    • C07D239/34—One oxygen atom
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/12—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings at least two benzene rings directly linked, e.g. biphenyls
    • C09K19/126—Compounds containing at least one asymmetric carbon atom
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
    • C09K19/3441—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom
    • C09K19/3444—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom the heterocyclic ring being a six-membered aromatic ring containing one nitrogen atom, e.g. pyridine
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
    • C09K19/3441—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom
    • C09K19/345—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom the heterocyclic ring being a six-membered aromatic ring containing two nitrogen atoms
    • C09K19/3452—Pyrazine
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
    • C09K19/3441—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom
    • C09K19/345—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom the heterocyclic ring being a six-membered aromatic ring containing two nitrogen atoms
    • C09K19/3455—Pyridazine
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
    • C09K19/3441—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom
    • C09K19/345—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom the heterocyclic ring being a six-membered aromatic ring containing two nitrogen atoms
    • C09K19/3458—Uncondensed pyrimidines
    • C09K19/3463—Pyrimidine with a carbon chain containing at least one asymmetric carbon atom, i.e. optically active pyrimidines
EP19870111688 1986-08-12 1987-08-12 Optically active 2-methyl 1,3-propanediol derivatives, liquid crystal compositions comprising them and optical switching element Expired EP0257457B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP18912786A JPH0784411B2 (en) 1986-08-12 1986-08-12 Optically active 2-methyl-1,3-propanediol derivative
JP189127/86 1986-08-12

Publications (3)

Publication Number Publication Date
EP0257457A2 EP0257457A2 (en) 1988-03-02
EP0257457A3 true EP0257457A3 (en) 1988-04-20
EP0257457B1 EP0257457B1 (en) 1990-10-31

Family

ID=16235845

Family Applications (1)

Application Number Title Priority Date Filing Date
EP19870111688 Expired EP0257457B1 (en) 1986-08-12 1987-08-12 Optically active 2-methyl 1,3-propanediol derivatives, liquid crystal compositions comprising them and optical switching element

Country Status (3)

Country Link
EP (1) EP0257457B1 (en)
JP (1) JPH0784411B2 (en)
DE (1) DE3765885D1 (en)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5002693A (en) * 1987-03-23 1991-03-26 Sumitomo Chemical Company, Limited Novel optically active benzene derivatives, process for producing the same and liquid-crystalline substances containing said derivatives as active ingredient and optical switching elements
US5274168A (en) * 1987-03-23 1993-12-28 Sumitomo Chemical Company, Limited Optically active benzene derivatives, process for producing the same and liquid-crystalline substances containing said derivatives as active ingredient and optical switching elements
JPH0730041B2 (en) * 1987-06-01 1995-04-05 チッソ株式会社 Smectic liquid crystal compound
GB8813024D0 (en) * 1988-06-02 1988-07-06 Merck Patent Gmbh Fluorinated biphenyldiole derivatives
JPH01306493A (en) * 1988-06-03 1989-12-11 Chisso Corp Ferroelectric liquid crystal composition
EP0347942B1 (en) * 1988-06-24 1994-09-21 Canon Kabushiki Kaisha Ferroelectric chiral smectic liquid crystal composition and liquid crystal device using same
ATE111504T1 (en) * 1988-06-24 1994-09-15 Canon Kk FERROELECTRIC CHIRAL SMECTIC LIQUID CRYSTAL COMPOSITION AND DEVICE OF SUCH COMPOSITION.
EP0352054B1 (en) * 1988-07-19 1993-02-10 Teikoku Chemical Industry Co., Ltd. Liquid crystal compound
DE68920372T2 (en) * 1988-07-20 1995-05-11 Hitachi Ltd Optically active compounds, liquid crystal compositions containing these compounds, and optical liquid crystal modulators in which these compositions are used.
JP2732269B2 (en) * 1988-10-27 1998-03-25 旭電化工業株式会社 Optically active ester compound and liquid crystal composition containing the compound
US5269965A (en) * 1988-12-28 1993-12-14 Takeda Chemical Industries Optically active compounds, liquid crystal compositions comprising said compounds and liquid crystal optical modulators using said compositions
EP0376294B1 (en) * 1988-12-28 1996-03-13 Hitachi, Ltd. Optically active compounds, liquid crystal compositions comprising said compounds, and liquid crystal optical modulators using said compositions
JP2782075B2 (en) * 1989-02-14 1998-07-30 旭電化工業株式会社 Optically active compound and liquid crystal composition containing the compound
DE4019595A1 (en) * 1989-12-19 1991-06-27 Merck Patent Gmbh FLUORPHENYLPYRIDINE
JP3313819B2 (en) * 1992-07-06 2002-08-12 キヤノン株式会社 Recording device and method

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0131373A1 (en) * 1983-06-14 1985-01-16 Chisso Corporation Liquid crystalline biphenyl derivatives and mixtures thereof
EP0168043A2 (en) * 1984-07-11 1986-01-15 MERCK PATENT GmbH Liquid crystal phase

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0131373A1 (en) * 1983-06-14 1985-01-16 Chisso Corporation Liquid crystalline biphenyl derivatives and mixtures thereof
EP0168043A2 (en) * 1984-07-11 1986-01-15 MERCK PATENT GmbH Liquid crystal phase

Also Published As

Publication number Publication date
EP0257457A2 (en) 1988-03-02
JPS6344548A (en) 1988-02-25
EP0257457B1 (en) 1990-10-31
DE3765885D1 (en) 1990-12-06
JPH0784411B2 (en) 1995-09-13

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